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MedKoo Cat#: 525382 | Name: (S)-4C-PG
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

(S)-4CPG, also known as (S)-4-Carboxyphenylglycine, is a novel orally active metabotropic glutamate receptor 1 antagonist. (S)-4C-PG is among one of multiple L-AP4 receptor agonists in retina.

Chemical Structure

(S)-4C-PG
(S)-4C-PG
CAS#134052-73-6

Theoretical Analysis

MedKoo Cat#: 525382

Name: (S)-4C-PG

CAS#: 134052-73-6

Chemical Formula: C9H9NO4

Exact Mass: 195.0532

Molecular Weight: 195.17

Elemental Analysis: C, 55.39; H, 4.65; N, 7.18; O, 32.79

Price and Availability

Size Price Availability Quantity
50mg USD 550.00 2 Weeks
100mg USD 950.00 2 Weeks
200mg USD 1,650.00 2 Weeks
500mg USD 2,750.00 2 Weeks
1g USD 3,450.00 2 Weeks
2g USD 5,650.00 2 Weeks
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No Data
Synonym
(S)-4CPG; (S)-4C-PG; (S)-4-Carboxyphenylglycine
IUPAC/Chemical Name
(S)-4-(amino(carboxy)methyl)benzoic acid
InChi Key
FXDUVDPVVIGNHR-ZLTKDMPESA-N
InChi Code
InChI=1S/2C9H9NO4/c11-8(12)5-10-7-3-1-6(2-4-7)9(13)14;10-7(9(13)14)5-1-3-6(4-2-5)8(11)12/h1-4,10H,5H2,(H,11,12)(H,13,14);1-4,7H,10H2,(H,11,12)(H,13,14)/t;7-/m.0/s1
SMILES Code
O=C(O)[C@@H](N)C1=CC=C(C(O)=O)C=C1
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 195.17 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Darby JF, Krysztofinska EM, Simpson PJ, Simon AC, Leznicki P, Sriskandarajah N, Bishop DS, Hale LR, Alfano C, Conte MR, Martínez-Lumbreras S, Thapaliya A, High S, Isaacson RL. Solution structure of the SGTA dimerisation domain and investigation of its interactions with the ubiquitin-like domains of BAG6 and UBL4A. PLoS One. 2014 Nov 21;9(11):e113281. doi: 10.1371/journal.pone.0113281. eCollection 2014. PubMed PMID: 25415308; PubMed Central PMCID: PMC4240585. 2: Martinez-Alonso S, Martinez-Lopez A, Estepa A, Cuesta A, Tafalla C. The introduction of multi-copy CpG motifs into an antiviral DNA vaccine strongly up-regulates its immunogenicity in fish. Vaccine. 2011 Feb 1;29(6):1289-96. doi: 10.1016/j.vaccine.2010.11.073. Epub 2010 Dec 4. PubMed PMID: 21134453. 3: Hikichi H, Iwahori Y, Murai T, Maehara S, Satow A, Ohta H. Face-washing behavior induced by the group I metabotropic glutamate receptor agonist (S)-3,5-DHPG in mice is mediated by mGlu1 receptor. Eur J Pharmacol. 2008 May 31;586(1-3):212-6. doi: 10.1016/j.ejphar.2008.02.061. Epub 2008 Feb 29. PubMed PMID: 18378225. 4: Sato T, Ishida T, Tanaka K, Chowdhurry N, Irifune M, Hirate K, Mimura T, Nishikawa T. Glutamate antagonists attenuate the action of NC-1900, a vasopressin fragment analog, on passive avoidance task performance in mice. Peptides. 2005 May;26(5):893-7. Epub 2005 Jan 26. PubMed PMID: 15808920. 5: Gee CE, Lacaille JC. Group I metabotropic glutamate receptor actions in oriens/alveus interneurons of rat hippocampal CA1 region. Brain Res. 2004 Mar 12;1000(1-2):92-101. PubMed PMID: 15053957. 6: Dravid SM, Murray TF. Spontaneous synchronized calcium oscillations in neocortical neurons in the presence of physiological [Mg(2+)]: involvement of AMPA/kainate and metabotropic glutamate receptors. Brain Res. 2004 Apr 23;1006(1):8-17. PubMed PMID: 15047019. 7: Kanumilli S, Toms NJ, Roberts PJ. Novel metabotropic glutamate receptor negatively coupled to adenylyl cyclase in cultured rat cerebellar astrocytes. Glia. 2004 Apr 1;46(1):1-7. PubMed PMID: 14999808. 8: Braunewell KH, Brackmann M, Manahan-Vaughan D. Group I mGlu receptors regulate the expression of the neuronal calcium sensor protein VILIP-1 in vitro and in vivo: implications for mGlu receptor-dependent hippocampal plasticity? Neuropharmacology. 2003 May;44(6):707-15. PubMed PMID: 12681369. 9: Parfenova H, Fedinec A, Leffler CW. Ionotropic glutamate receptors in cerebral microvascular endothelium are functionally linked to heme oxygenase. J Cereb Blood Flow Metab. 2003 Feb;23(2):190-7. PubMed PMID: 12571450. 10: Celuch SM, García Mdel C. Activation of spinal metabotropic glutamate receptors elicits cardiovascular responses in pentobarbital anesthetized rats. Naunyn Schmiedebergs Arch Pharmacol. 2002 Oct;366(4):343-9. Epub 2002 Jul 31. PubMed PMID: 12237748. 11: Bertrand HO, Bessis AS, Pin JP, Acher FC. Common and selective molecular determinants involved in metabotopic glutamate receptor agonist activity. J Med Chem. 2002 Jul 18;45(15):3171-83. PubMed PMID: 12109902. 12: Cirone J, Pothecary CA, Turner JP, Salt TE. Group I metabotropic glutamate receptors (mGluRs) modulate visual responses in the superficial superior colliculus of the rat. J Physiol. 2002 Jun 15;541(Pt 3):895-903. PubMed PMID: 12068048; PubMed Central PMCID: PMC2290355. 13: Car H, Oksztel R, Nadlewska A, Wiśniewski K. NMDA receptor antagonists change behavioral activity of rats treated with (S)-4CPG. Pol J Pharmacol. 2001 Jul-Aug;53(4):331-9. PubMed PMID: 11990079. 14: Tatarczyńska E, Kłodzińska A, Kroczka B, Chojnacka-Wójcik E, Pilc A. The antianxiety-like effects of antagonists of group I and agonists of group II and III metabotropic glutamate receptors after intrahippocampal administration. Psychopharmacology (Berl). 2001 Oct;158(1):94-9. PubMed PMID: 11685389. 15: Yashpal K, Fisher K, Chabot JG, Coderre TJ. Differential effects of NMDA and group I mGluR antagonists on both nociception and spinal cord protein kinase C translocation in the formalin test and a model of neuropathic pain in rats. Pain. 2001 Oct;94(1):17-29. PubMed PMID: 11576741. 16: Itoh S, Ito K, Fujii S, Kaneko K, Kato K, Mikoshiba K, Kato H. Neuronal plasticity in hippocampal mossy fiber-CA3 synapses of mice lacking the inositol-1,4,5-trisphosphate type 1 receptor. Brain Res. 2001 May 18;901(1-2):237-46. PubMed PMID: 11368972. 17: Karnup S, Stelzer A. Seizure-like activity in the disinhibited CA1 minislice of adult guinea-pigs. J Physiol. 2001 May 1;532(Pt 3):713-30. PubMed PMID: 11313441; PubMed Central PMCID: PMC2278566. 18: Zhong J, Gerber G, Kojić L, Randić M. Dual modulation of excitatory synaptic transmission by agonists at group I metabotropic glutamate receptors in the rat spinal dorsal horn. Brain Res. 2000 Dec 29;887(2):359-77. PubMed PMID: 11134626. 19: Pilc A, Chojnacka-Wójcik E, Tatarczyńska E, Borycz J, Kroczka B. Stimulation of group II metabotropic glutamate receptors or inhibition of group I ones exerts anxiolytic-like effects in rats. Amino Acids. 2000;19(1):81-6. PubMed PMID: 11026476. 20: Ren J, Hu HZ, Liu S, Xia Y, Wood JD. Glutamate receptors in the enteric nervous system: ionotropic or metabotropic? Neurogastroenterol Motil. 2000 Jun;12(3):257-64. PubMed PMID: 10867623.

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